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黄酮类化合物

黄酮类化合物 定义与结构特征

黄酮类化合物是一大类天然存在的有机化合物,属于酚类衍生物。它们的分子结构通常包含两个苯环(A和B环)和一个三碳环(C环),形成一个基本骨架。该骨架由多个亚结构组成,包括黄烷醇、黄酮、黄酮醇等。

生物来源

黄酮类化合物广泛存在于植物界中,常见于许多蔬菜、水果及中药中。例如,在大豆、柑橘、茶叶和甘草中都可以找到它们的身影。

化学性质 亲水性与溶解度

由于其分子结构中含有多个酚羟基,因此具有一定的亲水性和良好的溶解性,这使得黄酮类化合物在药物设计中扮演重要角色。

稳定性与光敏性

大多数黄酮类化合物相对稳定,在适宜条件下不易发生降解。但某些类型的黄酮对光照比较敏感,容易被氧化,导致颜色变化。

生理活性与药用价值

黄酮类化合物因其丰富的生理活性而备受关注,主要包括:

  • 抗氧化作用:可有效清除体内自由基,保护细胞免受损伤。
  • 抗炎效应:有助于减轻炎症反应,缓解症状。
  • 心血管保护:可能通过多种机制改善心脑血管健康。
  • 抗癌潜力:研究表明某些黄酮类物质具有抑制肿瘤生长的能力。
应用领域 食品工业

作为一种天然色素和抗氧化剂,被广泛应用于食品加工中以提高其保质期及营养价值。

化妆品行业

利用其良好的生物相容性和抗衰老特性,在化妆品配方中应用广泛。

药物开发

由于黄酮类化合物展现出广泛的药理活性,已成为新药研发的重要候选目标之一。

中文名称 英文名称 CAS号 化学式 结构式图片
—— N-[6-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]pyridin-3-yl]pyrrolidine-2-carboxamide —— C25H25N3O3
N-[6-[[(2S)-2-phenyl-3,4-dihydro-2H-chromen-6-yl]oxy]pyridin-3-yl]pyrrolidine-2-carboxamide
—— (2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromene-4-carbaldehyde —— C16H14O7
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromene-4-carbaldehyde
—— 5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one —— C27H30O17
5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— 2-(2-chloro-4-fluorophenyl)-5,7-dihydroxy-8-[(2S,3R)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]chromen-4-one —— C21H19ClFNO5
2-(2-chloro-4-fluorophenyl)-5,7-dihydroxy-8-[(2S,3R)-2-(hydroxymethyl)-1-methylpyrrolidin-3-yl]chromen-4-one
—— 4β-methoxy tetra-O-benzyl-(+)-catechin —— C44H40O7
4β-methoxy tetra-O-benzyl-(+)-catechin
—— (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-6-[3-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoxymethyl]-4,5-dihydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol —— C50H63O29+
(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-6-[3-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoxymethyl]-4,5-dihydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
—— [(2R,3S,4R,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromenylium-8-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate —— C32H31O15+
[(2R,3S,4R,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromenylium-8-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
—— 5-Hydroxy-3-(12-hydroxydodecyl)-7-methoxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one —— C28H36O8
5-Hydroxy-3-(12-hydroxydodecyl)-7-methoxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
—— N-[6-[[2-(3-fluorophenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]pyridin-3-yl]pyrrolidine-2-carboxamide —— C25H24FN3O3
N-[6-[[2-(3-fluorophenyl)-3,4-dihydro-2H-chromen-6-yl]oxy]pyridin-3-yl]pyrrolidine-2-carboxamide
—— (2R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-5,7-diol —— C15H14O4
(2R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-5,7-diol
—— 2-(3,4-dihydroxyphenyl)-4,7,8-trihydroxy-4H-chromen-3-one —— C15H12O7
2-(3,4-dihydroxyphenyl)-4,7,8-trihydroxy-4H-chromen-3-one
—— N-[[3-[8-(methanesulfonamido)-1-methoxy-6H-benzo[c]chromen-6-yl]phenyl]methyl]-5-(1,2-oxazol-3-yl)thiophene-2-sulfonamide —— C29H25N3O7S3
N-[[3-[8-(methanesulfonamido)-1-methoxy-6H-benzo[c]chromen-6-yl]phenyl]methyl]-5-(1,2-oxazol-3-yl)thiophene-2-sulfonamide
—— 5-hydroxy-2-[2-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]peroxyphenyl]-7-methoxychromen-4-one —— C22H22O12
5-hydroxy-2-[2-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]peroxyphenyl]-7-methoxychromen-4-one
—— N-cyclohexyl-4,4-bis[4-(diethylamino)-2,5-dimethoxyphenyl]-N-ethylchromeno[4,3-d][1,3]thiazol-2-amine;4-[4-[3-(dimethylamino)-5-methoxyphenyl]-2,8-dimethylchromeno[4,3-d][1,3]thiazol-4-yl]-3-methoxy-N,N-dimethylaniline;4-[4-[4-(dimethylamino)phenyl]-2-morpholin-4-ylchromeno[4,3-d][1,3]thiazol-4-yl]-N,N-dimethylaniline —— C102H121N11O10S3
N-cyclohexyl-4,4-bis[4-(diethylamino)-2,5-dimethoxyphenyl]-N-ethylchromeno[4,3-d][1,3]thiazol-2-amine;4-[4-[3-(dimethylamino)-5-methoxyphenyl]-2,8-dimethylchromeno[4,3-d][1,3]thiazol-4-yl]-3-methoxy-N,N-dimethylaniline;4-[4-[4-(dimethylamino)phenyl]-2-morpholin-4-ylchromeno[4,3-d][1,3]thiazol-4-yl]-N,N-dimethylaniline
—— 7-[(3-methyl-4-oxo-2-phenyl-4H-chromene-8-carbonyl)-amino]-quinoline-3-carboxylic acid (phenyl-pyridin-2-yl-methyl)-amide 339538-25-9 C39H28N4O4
7-[(3-methyl-4-oxo-2-phenyl-4H-chromene-8-carbonyl)-amino]-quinoline-3-carboxylic acid (phenyl-pyridin-2-yl-methyl)-amide
—— 2-[3,4-Dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-3,5,7-trihydroxy-6-(2-methylbut-3-en-2-yl)chromen-4-one —— C25H26O7
2-[3,4-Dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-3,5,7-trihydroxy-6-(2-methylbut-3-en-2-yl)chromen-4-one
—— 2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-5-(12-hydroxydodecyl)chromen-4-one —— C27H34O7
2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-5-(12-hydroxydodecyl)chromen-4-one
—— Pentahydroxy glucosyl flavone —— C21H20O12
Pentahydroxy glucosyl flavone
—— Dihydroxy-trimethoxyflavone —— C18H16O7
Dihydroxy-trimethoxyflavone
—— 5-Hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one —— C18H18O7
5-Hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one
—— 5,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromene-3-sulfonic acid —— C17H14O10S
5,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromene-3-sulfonic acid
—— 8-[[Hydroxy(1,3-thiazol-4-yl)methyl]amino]-2-(2-propan-2-ylphenyl)chromen-4-one —— C22H20N2O3S
8-[[Hydroxy(1,3-thiazol-4-yl)methyl]amino]-2-(2-propan-2-ylphenyl)chromen-4-one
—— 2-[1-[10-Methoxy-5-(4-methoxyphenyl)-21,21-dimethyl-5-phenyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaen-11-yl]-3-[3-[2-[2-[2-[2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-3-oxopropyl]piperidin-2-ylidene]acetic acid —— C62H71NO14
2-[1-[10-Methoxy-5-(4-methoxyphenyl)-21,21-dimethyl-5-phenyl-6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaen-11-yl]-3-[3-[2-[2-[2-[2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-3-oxopropyl]piperidin-2-ylidene]acetic acid
—— 1-[(2R,3S)-2-benzyl-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-3-yl]ethanone —— C24H22O7
1-[(2R,3S)-2-benzyl-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-3-yl]ethanone
—— N'-(4-hydroxy-2-phenyl-6-pyridin-3-yl-2,3-dihydrochromen-4-yl)propanimidamide —— C23H23N3O2
N'-(4-hydroxy-2-phenyl-6-pyridin-3-yl-2,3-dihydrochromen-4-yl)propanimidamide
—— [(3S,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate —— C39H32O15
[(3S,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
—— 2-(2,4-diacetyl-3-formylphenyl)-7-methoxy-8-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)-4-oxochromene-5-carbaldehyde —— C28H25NO7
2-(2,4-diacetyl-3-formylphenyl)-7-methoxy-8-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)-4-oxochromene-5-carbaldehyde
—— Ethane;4-(3-methyl-4-oxochromen-2-yl)benzenesulfonamide —— C20H25NO4S
Ethane;4-(3-methyl-4-oxochromen-2-yl)benzenesulfonamide
—— 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one —— C21H22O11
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
—— 3-chloro-N-[[3-[8-(methanesulfonamido)-1-methoxy-6H-benzo[c]chromen-6-yl]phenyl]methyl]propane-1-sulfonamide —— C25H27ClN2O6S2
3-chloro-N-[[3-[8-(methanesulfonamido)-1-methoxy-6H-benzo[c]chromen-6-yl]phenyl]methyl]propane-1-sulfonamide
—— 2'-Amino-3'-benzyl-6-methyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one —— C25H23N3O2
2'-Amino-3'-benzyl-6-methyl-2-phenylspiro[2,3-dihydrochromene-4,5'-imidazole]-4'-one
—— [6-Butanoyl-3-butanoyloxy-7-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-5-yl] butanoate —— C27H28O9
[6-Butanoyl-3-butanoyloxy-7-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-5-yl] butanoate
—— (2S,3S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,5-dihydroxy-3,4-dihydro-2H-pyran-2-carboxylic acid —— C21H16O10
(2S,3S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,5-dihydroxy-3,4-dihydro-2H-pyran-2-carboxylic acid
—— (6,7-Dihydroxy-4-oxo-2-phenylchromen-5-yl) hydrogen sulfate —— C15H10O8S
(6,7-Dihydroxy-4-oxo-2-phenylchromen-5-yl) hydrogen sulfate
—— 6-[(2R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-5-hydroxy-7-methoxy-2-[4-[(3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]chromen-4-one —— C28H32O13
6-[(2R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-5-hydroxy-7-methoxy-2-[4-[(3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]chromen-4-one
—— 4-[(2S)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-2-yl]phenol —— C20H20O3
4-[(2S)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-2-yl]phenol
—— 5,7,3'-trihydroxy-4',5'-(2'''',2''''-dimethylpyran)-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone —— C30H34O6
5,7,3'-trihydroxy-4',5'-(2'''',2''''-dimethylpyran)-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone
—— 5,7,3'-trihydroxy-4'-methoxy-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone —— C26H30O6
5,7,3'-trihydroxy-4'-methoxy-8,2'-di(3-methyl-2-butenyl)-(2S)-flavanone
—— 1-[(2S)-2-[3,4-dihydroxy-2-(3-methylbut-2-enyl)phenyl]-7-hydroxy-8-(3-methylbut-2-enyl)chroman-6-yl]ethanone —— C27H32O5
1-[(2S)-2-[3,4-dihydroxy-2-(3-methylbut-2-enyl)phenyl]-7-hydroxy-8-(3-methylbut-2-enyl)chroman-6-yl]ethanone
—— (2S)-5,7-dihydroxy-2-[4-methoxy-3-(3-methylbuta-1,3-dienyl)-5-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one —— C26H28O5
(2S)-5,7-dihydroxy-2-[4-methoxy-3-(3-methylbuta-1,3-dienyl)-5-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one
—— [(9R,10R)-9-acetoxy-8,8-dimethyl-4-oxo-2-phenyl-9,10-dihydropyrano[2,3-f]chromen-10-yl] 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylate —— C32H32O9
[(9R,10R)-9-acetoxy-8,8-dimethyl-4-oxo-2-phenyl-9,10-dihydropyrano[2,3-f]chromen-10-yl] 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylate
—— 2-(3,4-Dichlorophenyl)-6-methylsulfonyl-chromane —— C16H14Cl2O3S
2-(3,4-Dichlorophenyl)-6-methylsulfonyl-chromane
—— [(9R,10R)-8,8-dimethyl-9-(2-methylpropanoyloxy)-4-oxo-2-phenyl-9,10-dihydropyrano[2,3-f]chromen-10-yl] 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylate —— C34H36O9
[(9R,10R)-8,8-dimethyl-9-(2-methylpropanoyloxy)-4-oxo-2-phenyl-9,10-dihydropyrano[2,3-f]chromen-10-yl] 1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carboxylate
—— 8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-4,7-dihydroxy-2-(4-hydroxyphenyl)chromen-5-one —— C30H20O10
8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-4,7-dihydroxy-2-(4-hydroxyphenyl)chromen-5-one
—— 6-[2-(5,7-Dimethoxy-4-oxo-chroman-2-yl)-5-methoxy-phenyl]-5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one —— C36H32O10
6-[2-(5,7-Dimethoxy-4-oxo-chroman-2-yl)-5-methoxy-phenyl]-5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one
—— 5,7-Dimethoxy-6-[7-methoxy-2-(4-methoxyphenyl)-4-oxo-chroman-6-yl]-2-(4-methoxyphenyl)chroman-4-one —— C35H32O9
5,7-Dimethoxy-6-[7-methoxy-2-(4-methoxyphenyl)-4-oxo-chroman-6-yl]-2-(4-methoxyphenyl)chroman-4-one
—— 7-Methoxy-3-(7-methoxy-4-oxo-chroman-3-yl)-2-phenyl-chroman-4-one —— C26H22O6
7-Methoxy-3-(7-methoxy-4-oxo-chroman-3-yl)-2-phenyl-chroman-4-one
—— 8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-2-(3,4-dihydroxyphenyl)-4,7-dihydroxychromen-5-one —— C30H20O11
8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-2-(3,4-dihydroxyphenyl)-4,7-dihydroxychromen-5-one
—— 7-hydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one —— C21H20O12
7-hydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
—— [(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl] nonanoate —— C24H30O7
[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl] nonanoate